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Holiday Lettings
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> United States
> Florida
> Villas and holiday rentals in Florida Keys

Villas in Florida Keys and Holiday rentals - Holiday Lettings - Holiday Rentals Florida Keys

Price per night

£1 £750 -

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Filtered properties are rated either by Tripadvisor Vacation Rentals users, or by Vrbo users. Both rating systems are separate, and are depicted differently as shown in the key above. Tripadvisor performs checks on its reviews. Holiday Lettings and companies under Tripadvisor Group do not check Vrbo reviews.
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Shared garden

Great rentals within 20 miles that match your search

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Cottage rental in Key Largo

Key Largo cottage

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Shared garden

55 reviews

from £201 / night

£1,407 / week

1 / 21

Great rentals within 20 miles that match your search

Home rental in Summerland Key with swimming pool

Summerland Key house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Shared garden

from £411 / night

£3,654 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Stock Island

Stock Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Shared garden

from £411 / night

£2,877 - £3,836 / week

1 / 18

Great rentals within 20 miles that match your search

Islamorada holiday home rental

Islamorada house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Shared garden

from £1,174 / night

£8,220 / week

1 / 20

Great rentals within 20 miles that match your search

Home rental in Cudjoe Key

Cudjoe Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Shared garden

from £262 / night

£1,829 - £2,264 / week

1 / 44

Great rentals within 20 miles that match your search

Ski home to rent in Cudjoe Key

Cudjoe Key house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Shared garden

from £447 / night

£3,128 / week

1 / 30

Great rentals within 20 miles that match your search

Upper Matecumbe Key ski home to rent.

Upper Matecumbe Key house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Shared garden

from £306 / night

£2,141 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday home in Marathon

Marathon house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Shared garden

from £280 / night

£1,955 / week

1 / 19

Great rentals within 20 miles that match your search

Ski home to rent in Marathon

Marathon house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Shared garden

from £359 / night

£2,513 / week

1 / 30

Great rentals within 20 miles that match your search

Marathon ski home to rent.

Marathon house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Shared garden

from £339 / night

£2,373 / week

1 / 30

Great rentals within 20 miles that match your search

Ski home to rent in Marathon

Marathon house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Shared garden

from £359 / night

£2,513 / week

1 / 30

Great rentals within 20 miles that match your search

Home accommodation in Stock Island

Stock Island house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Shared garden

from £399 / night

£2,792 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday home in Upper Matecumbe Key

Upper Matecumbe Key house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Shared garden

from £595 / night

£4,160 / week

1 / 30

Great rentals within 20 miles that match your search

Ski condo to rent in Marathon

Marathon condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Shared garden

from £236 / night

£1,648 / week

1 / 30

Great rentals within 20 miles that match your search

Layton ski home to rent.

Layton house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Shared garden

from £798 / night

£5,584 / week

1 / 30

Great rentals within 20 miles that match your search

Upper Matecumbe Key holiday home rental

Upper Matecumbe Key house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Shared garden

from £912 / night

£6,383 / week

1 / 24

Great rentals within 20 miles that match your search

Marathon ski home to rent.

Marathon house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Shared garden

from £658 / night

£4,607 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday villa in Marathon

Marathon villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Shared garden

from £300 / night

£2,094 / week

1 / 30

Great rentals within 20 miles that match your search

Ski condo to rent in Marathon

Marathon condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Shared garden

from £679 / night

£4,752 / week

1 / 30

Great rentals within 20 miles that match your search

Ski home to rent in Marathon

Marathon house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Shared garden

from £1,482 / night

£10,369 / week

1 / 30

Great rentals within 20 miles that match your search

Marathon ski villa to rent.

Marathon villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Shared garden

from £353 / night

£2,468 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday home in Lower Matecumbe Key

Lower Matecumbe Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Shared garden

from £479 / night

£3,351 / week

1 / 30

Great rentals within 20 miles that match your search

Ski condo to rent in Tavernier

Tavernier condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Shared garden

from £169 / night

£1,177 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday home in Key Colony Beach

Key Colony Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Shared garden

from £254 / night

£1,776 / week

1 / 30

Great rentals within 20 miles that match your search

Villa rental in Marathon

Marathon villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Shared garden

from £300 / night

£2,094 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday villa in Marathon

Marathon villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

1 filter does not match: Shared garden

from £2,034 / night

£14,239 / week

1 / 30

Great rentals within 20 miles that match your search

Tavernier holiday villa rental

Tavernier villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Shared garden

from £480 / night

£3,356 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday home in Upper Matecumbe Key

Upper Matecumbe Key house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Shared garden

from £556 / night

£3,890 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday home in Tavernier

Tavernier house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 15

1 filter does not match: Shared garden

from £487 / night

£3,408 / week

1 / 30

Great rentals within 20 miles that match your search

Ski home to rent in Upper Matecumbe Key

Upper Matecumbe Key house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 filter does not match: Shared garden

from £1,476 / night

£10,330 / week

1 / 24

Great rentals within 20 miles that match your search

Lower Matecumbe Key ski home to rent.

Lower Matecumbe Key house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Shared garden

from £457 / night

£3,194 / week

1 / 28

Great rentals within 20 miles that match your search

Tavernier ski home to rent.

Tavernier house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Shared garden

from £100 / night

£698 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday home in Tavernier

Tavernier house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Shared garden

from £416 / night

£2,910 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday home in Marathon

Marathon house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

1 filter does not match: Shared garden

from £762 / night

£5,333 / week

1 / 30

Great rentals within 20 miles that match your search

Key Colony Beach holiday condo rental

Key Colony Beach condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

1 filter does not match: Shared garden

from £396 / night

£2,770 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday home in Tavernier

Tavernier house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

1 filter does not match: Shared garden

from £133 / night

£927 / week

1 / 30

Great rentals within 20 miles that match your search

Lower Matecumbe Key ski home to rent.

Lower Matecumbe Key house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 filter does not match: Shared garden

from £571 / night

£3,993 / week

1 / 30

Great rentals within 20 miles that match your search

Pigeon Key ski home to rent.

Pigeon Key house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Shared garden

from £120 / night

£841 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday home in Tavernier

Tavernier house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Shared garden

from £151 / night

£1,056 / week

1 / 27

Great rentals within 20 miles that match your search

Ski home to rent in Marathon

Marathon house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Shared garden

from £633 / night

£4,428 / week

1 / 20

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